309-11-5

Basic information

• Product Name: (Pentafluoroethyl)benzene
• Synonyms: (Pentafluoroethyl)benzene
• CAS NO: 309-11-5
• Molecular Formula: C₈H₅F₅
• Molecular Weight: 196.117316
• Mol File: 309-11-5.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 128-129 °C(Press: 733 Torr)
• Appearance: /
• Density: 1.304±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (Pentafluoroethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (Pentafluoroethyl)benzene(309-11-5)
• EPA Substance Registry System: (Pentafluoroethyl)benzene(309-11-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 309-11-5(Hazardous Substances Data)

Usage

General Description

(Pentafluoroethyl)benzene, also known as perfluoroethylbenzene, is a chemical compound with the molecular formula C8H5F5. It is a colorless liquid with a strong, aromatic odor. (Pentafluoroethyl)benzene is mainly used as a solvent in organic chemical reactions and as a precursor in the production of various fluoroaromatic compounds. It is also used in the manufacturing of pharmaceuticals and agrochemicals. Additionally, (Pentafluoroethyl)benzene is used in the production of polymers and as an intermediate in the synthesis of fluorinated materials. However,

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 591-50-4 iodobenzene 
• 353-59-3 halon-1211 
• 354-64-3 Pentafluoroethyl iodide 
• 1514-87-0 metyhyl chlorodifluoroacetate 
• 108-86-1 bromobenzene 
• 71-43-2 benzene 
• 60007-39-8 pentafluoroethylcopper(I) 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 152376-94-8 ⁿBu₄N⁺[Cu(CF₃)₄]^- 
• 116-14-3 polytetrafluoroethylene 
• 697302-50-4 (benzene)tricarbonylchromium 
• 124898-13-1 trimethyl(pentafluoroethyl)silane 
• 1609451-23-1 (RuPhos)Pd(CF₃)(o-C₆H₄CH₃) 

Downstream Products

• 2396-08-9 N,N-dimethyl-3-(pentafluoroethyl)aniline 
• 656-84-8 1-nitro-3-(pentafluoroethyl)benzene 
• 710-74-7 3-(perfluoroethyl)aniline 
• 654-58-0 4-amino-6-pentafluoroethyl-benzene-1,3-disulfonic acid diamide 
• 729-84-0 3-Amino-1-pentafluorethyl-benzol-sulfonsaeure-⁽⁴⁾ 
• 729-83-9 3-Amino-4-sulfamoyl-1-pentafluorethyl-benzol 

Relevant articles and documents

M?C Bond Homolysis in Coinage-Metal [M(CF3)4]? Derivatives

A comparative study of the homoleptic [M(CF3)4]? complexes of all three coinage metals (M=Cu, Ag, Au) reveals that homolytic M?C bond cleavage is favoured in every case upon excitation in the gas phase (CID-MS2). Homolysis also occurs in solution by photochemical excitation. Transfer of the photogenerated CF3. radicals to both aryl and alkyl carbon atoms was also confirmed. The observed behaviour was rationalized by considering the electronic structure of the involved species, which all show ligand-field inversion. Moreover, the homolytic pathway constitutes experimental evidence for the marked covalent character of the M?C bond. The relative stability of these M?C bonds was evaluated by energy-resolved mass spectrometry (ERMS) and follows the order CuAg?Au. The qualitatively similar and rather uniform behaviour experimentally observed for all three coinage metals gives no ground to suggest variation in the metal oxidation state along the group.

Visible-Light photoredox decarboxylation of perfluoroarene iodine(III) Trifluoroacetates for C-H trifluoromethylation of (Hetero)arenes

A scalable and operationally simple decarboxylative trifluoromethylation of (hetero)arenes with easily accessible C6F5I(OCOCF3)2 under photoredox catalysis has been developed. This method is tolerant of various (hetero)arenes and functional groups. Notably, C6F5I is recycled from the decarboxylation reaction and further used for the preparation of C6F5I(OCOCF3)2. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the application of trifluoroacetic acid in trifluoromethylation reactions.